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Coupling Radical And Ionic Processes: An Unusual Rearrangement Affords Sugar And C-Glycoside Derivatives

A. Boto, D. Hernández, R. Hernández, E. Álvarez
Published 2009 · Chemistry

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An unusual scission–rearrangement process, which couples radical and ionic reactions, was observed with galactofuranose derivatives. This one-pot procedure afforded, in good yields, highly functionalized 1,4-dioxanes, which could be considered as six-membered-ring sugar analogues. The synthesis of C-glycoside analogues is also possible with this methodology.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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